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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Compare 66 Cottages in Jacksons Point with updated reviews, rates, and availability.

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Living/Family Room

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (75)
"We found the home perfect for our family, the six bedrooms and large couches and dining table plus a fantastic kitchen really made it easy to relax cook and enjoy each others company. We were totally pleased with Kaleem’s home and his acssesability for questions"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Living area

Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering

10.0 out of 10, Exceptional, (16)
"Goal was to spend Christmas day with family plus one extended family member from overseas out of the cramped condo and this cottage fit the bill perfectly. To better the chances of a white Christmas we chose a location close to Barrie but not too far north where we might get snowed in. The cottage is not lake-side or in a touristy area but we enjoyed using the BBQ grill and playing in the snow in the backyard. Inside was very clean and tidy with all the daily living essentials - note: there is...
Spacious 5-Bedroom Vacation Home Near Lake Simcoe – Perfect for Family Gathering
Secluded Countryside Estate
Living area

Secluded Countryside Estate

10.0 out of 10, Exceptional, (3)
"Beautiful property, very clean & extremely spacious. Well-stocked with everything you could need for your stay and more. Amenities were great - pool table & hot tub were lots of fun. Communication from host was excellent. Would highly recommend for anyone looking for a country get away! "
Secluded Countryside Estate
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
Exterior

La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland

9.4 out of 10, Exceptional, (11)
"A great spot for me and some friends to use as a home base for ice fishing on Cook's Bay."
La Datcha Cottage Hot Tub, Sauna & Pool 20 Wooded Acres of Grassland
ARCA Cozy Cabin-Innisfil Beach
Beach

ARCA Cozy Cabin-Innisfil Beach

9.0 out of 10, Wonderful, (2)
"The location is fantastic and the host was extremely helpful. It was a great weekend with great friends. We will be booking again. "
ARCA Cozy Cabin-Innisfil Beach
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Beach

Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto

10.0 out of 10, Exceptional, (1)
"We were looking for a location to just relax, enjoy and we found it here. The cosy cottage was perfect for us, we had a wonderful fire, toasted marshmallows and relaxed. . Anything we needed was close by . The cottage was very clean very well laid put. We thoroughly enjoyed our visit.WAllWmarshmallow "
Sandy Beach Cottage steps to Lake Simcoe - 1 hr 20 mins from Toronto
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
Exterior

Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe

10.0 out of 10, Exceptional, (1)
"The location was perfect for our Ice Fishing outing. The house has great sleeping accommodations. We found it to be nicely laid out. It was more expensive than we are used to paying over there. "
Cheerful 4 Bedroom Cottage w/free Parking & WiFi, on Lake Simcoe
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Terrace/patio

Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!

9.8 out of 10, Exceptional, (34)
"We go away yearly a large group of ladies (11 this time) our NEED and must have is a big enough table for us all to sit at to play our cards, dice and any other game we choose, this had that. Property management was there for any beck and call which is always great, very prompt with a response which was greatly appreciated. Clean property, didn't really get to enjoy the outdoors as it was raining whole time there, close to town if you need anything which is nice. Lots of room for everyone,...
Lake House-S/W Exposure! Hot Tub, Sandy Water, Game Rm!
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
Property grounds

Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit

9.2 out of 10, Wonderful, (13)
"this house was nice and spacious and the area was beautiful. Our only complaint was that my group followed the 11:00 pm quiet rule, and still got a noise complaint from a neighbour, even though everyone was inside and asleep by 10:30 pm "
Cozy 4 Bedroom Waterfront Cottage with Hottub and Firepit
Beach-Front Private Paradise Directly on Lake Simcoe
60' Dock with space for everybody

Beach-Front Private Paradise Directly on Lake Simcoe

9.2 out of 10, Wonderful, (26)
"We stayed at Amy’s cottage/home for 3 nights in August 2024 with our friends and all our kiddos. We had the best time. The cottage was layed out perfectly, with the big dining area and living room. I loved the covered porch. The fire pit was overlooking the water and you can see the sunset every night. The dock was large and could fit us all. The water was perfect. It wasn't weedy but having water shoes is helpful as its rocky in some places. We spent the whole day in the water. Also, the...
Beach-Front Private Paradise Directly on Lake Simcoe
Cute family cottage getaway near Lake Simcoe!
Firepit -Backyard in Summer

Cute family cottage getaway near Lake Simcoe!

10.0 out of 10, Exceptional, (11)
"Excellent property and hosts have very quick communication. 10/10!"
Cute family cottage getaway near Lake Simcoe!
Exclusive Lakefront House on Private Lake
Terrace/patio

Exclusive Lakefront House on Private Lake

9.8 out of 10, Exceptional, (14)
"Loved the cottage, warm, comfortable, relaxing. Enjoyed staying two days over the holidays for a skiing getaway. Cathy was an amazing host and helped us with everything leaving up to the stay! Would love to visit again."
Exclusive Lakefront House on Private Lake
Cozy Cottage Across Lake Simcoe
Beach

Cozy Cottage Across Lake Simcoe

9.2 out of 10, Wonderful, (5)
"the premises were well received by our adult children and 1 dog. The beds were very comfortable with ample hot water.The only disappointment was the failure to plow the snow but our vehicles were able to get thru'"
Cozy Cottage Across Lake Simcoe
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
Property grounds

Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach

10.0 out of 10, Exceptional, (4)
"Grandparents with adult children and their two children. It was a great place to relax and fishing off the dock was great. The beach is beautiful"
Waterfront cottage in Lagoon City resort at Lake Simcoe access to private beach
Luxury Lake Simcoe Waterfront Cottage
Welcome to our lakefront vacation rental!

Luxury Lake Simcoe Waterfront Cottage

10.0 out of 10, Exceptional, (5)
"This home exceeded our expectations. Large, well built, almost new home with plenty of amenities. Our kids loved it!"
Luxury Lake Simcoe Waterfront Cottage
Utopia villa and spa
Interior

Utopia villa and spa

10.0 out of 10, Exceptional, (6)
"I booked this property for the week leading upto my wedding for myself and my groomsmen to hang out and unwind before the big day. This property was absolutely perfect, hard to say anything bad at all. A deceptively huge property has so much to offer, there is something for everyone, regardless of age. There are lawn games for kids, a pool table, darts and foosball for those a little older, plus a pool, hottub and sauna. There is even a ps5 for those who prefer to stay inside. There really is...
The price is AED 646
AED 1,666 total
includes taxes & fees
24 Feb - 25 Feb
Utopia villa and spa
Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
Exterior

Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!

9.8 out of 10, Exceptional, (20)
"The cottage was clean and well maintained. We enjoyed our time very much and would like to plan another trip in the future. The view of Lake Simcoe is wonderful. The beach area is awesome. "
Waterfront & Pvt Beach 120’Shoreline (Sandy&Quiet)- Amazon&Instacart accessible!
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna

10.0 out of 10, Exceptional, (5)
"We are a family of 3 and stayed in this cozy cottage for 4 nights. The cottage is well maintained, nice and clean. The host is very patient and responds to our questions promptly. We enjoyed BBQ facing the lake, and sunrise in the morning! Will like to come back again. "
Redwood Retreat Waterfront Cottage By Simcoe With Hot Tub And Sauna
Very cool and chill place to relax ☺️
Exterior

Very cool and chill place to relax ☺️

6.0 out of 10, (4)
"It is a decent property with spacious living room and dining area. The property is neat and clean. The only limitation this has is that there is just one washroom on the upper floor, so amongst 3 bedrooms you get only 1 washroom. The most inconvenient part for us when we visited was that the powder washroom was unusable as the lights were not working and since it had no window, it was totally dark. "
Very cool and chill place to relax ☺️
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Exterior

COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR

9.4 out of 10, Exceptional, (44)
"Great time as always!"
COZY COTTAGE WALKING DISTANCE TO LAKE SIMCOE & FRIDAY HARBOUR
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Jacksons Point

Parkside House
Front of property

Parkside House

3.5 star property
9.4 out of 10, Exceptional, (286)
"This was an amazing stay. This was tbe best, highest rated, cheapest property in the area. I booked it last minute due to weather and the owners were professional, considerate, prompt, helpful, and thorough. The place was great! So much larger and nicer than a hotel. Really big, private, comfortable, clean, and well equipped. "
The price is AED 279
AED 334 total
includes taxes & fees
26 Mar - 27 Mar
Parkside House
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
*Winter Wonderland Book early as Winter is a very popular time at The Cabin!

Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower

9.8 out of 10, Exceptional, (98)
"Booked a midweek winter getaway for my girlfriend's birthday. This was a wonderful escape from life into the woods with a hot tub to soak in and a lot of personal touches from the host.Marie was very welcoming and introduced us to her lovely horses.We will definitely be returning soon!"
Romantic Log Cabin in the Woods - Hot Tub under the Stars -80 km's from CN Tower
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Living/Family Room

6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park

9.8 out of 10, Exceptional, (75)
"We found the home perfect for our family, the six bedrooms and large couches and dining table plus a fantastic kitchen really made it easy to relax cook and enjoy each others company. We were totally pleased with Kaleem’s home and his acssesability for questions"
6 Bedroom Executive Cottage near Lake Simcoe & Innisfil Beach Park
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much do cottages in Jacksons Point cost?
You can expect to pay between AED 646 and AED 646 per night for cottages in Jacksons Point. No matter your budget, an awesome stay is only a click or two away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Jacksons Point?
Take advantage of your vacation days and choose from 66 cottages in Jacksons Point. Longing for a place where you can reconnect with nature? Expedia can help you find your ideal retreat in only a click or two.
Why book your cottage in Jacksons Point with Expedia?
We think that a vacation should be stress-free, so if you’re on the lookout for cottages in Jacksons Point at an affordable rate, Expedia has got your back. Save money and opt for a wallet-friendly option surrounded by nature, or book an upmarket cottage to pamper your loved ones.
How can I find cheap cottages in Jacksons Point?
Expedia is here to help you easily locate cheap cottages in Jacksons Point. To lock in your ideal stay in a few quick keystrokes, use our convenient filter tool to tailor your search results by star rating, budget and amenities.